Monday, 16 November, 2015

Sequential Pore Wall Modification in a Covalent Organic Framework for Application in Lactic Acid Adsorption

M. S. Lohse, T. Stassin, G. Naudin, S. Wuttke, R. Ameloot, D. De Vos, D. D. Medina and Thomas Bein -
Chemistry of Materials 28 (2), pp 626-631; 10.1021/acs.chemmater.5b04388 (2016)

Here we describe the synthesis and postsynthetic modification of the stable beta-ketoenamine TpBD(NH₂)(₂) covalent organic framework (COF), having primary amine groups integrated into the pore walls. For this purpose we initially synthesized the nitro version of this COF, TpBD(NO₂)(₂). Afterward, TpBD(NO₂)(₂) was reduced to afford the desired framework having primary amine functionality. We demonstrate the accessibility of the primary amine groups and the robustness of the framework by a second modification step, the aminolysis of acetic anhydride, to obtain the corresponding amide form TpBD(NHCOCH₃)(₂).

Taking advantage of the high stability of these frameworks under acidic conditions, we study the liquid-phase adsorption of lactic acid, revealing the strong impact of a pore wall modification on the adsorption performance.

Article on the journal's website